How does one think philosophically?

Now I am not one who would consider himself to be good at thinking philosophically but I believe it includes having awareness and being inquisitive. Anyone know what it means to think philosophically or how to think philosophically?

Oct 10 2013:
to think philosophically you have to ask many questions and reflect on many possible answer and logically consistent avenues by which those answers are made true. Philosophers must take serious considerations in hypothetical situations

Oct 7 2013:
Philosophy is the study of general and fundamental problems, such as those connected with reality, existence, knowledge, values, reason, mind, and language.Philosophy is distinguished from other ways of addressing such problems by its critical, generally systematic approach and its reliance on rational argument. (http://en.wikipedia.org/wiki/Philosophy)

In my mind, philosophy generally involves making connections between thoughts, concepts, or theories; challenging what has been assumed as truth to see if new information has changed anything; and trying to intellectually rationalize how they may fit in with existing positions and beliefs.

Oct 9 2013:
I am a great fan of Alan Watts, and read his autobiography ("In my own way", pub 1972) last Christmas. And you're right, I was amazed how "unsober" his life seemed to be, and yet he writes so lucidly! Perhaps one reason is that he grasped life so fully. An interesting aspect of his autobiography is that it gives much insight as to how his various books were catalysed by events in his own life. For example his book "The Wisdom of Insecurity" was not surprisingly written at a time when his own life was going through a highly insecure phase.

Oct 7 2013:
to be gifted about it before all,to learn everything by trying everything if we can ,for we can have conscience about the real world by our own perception without intolerance for the absolute ,the goal must be clear in advance and it can't be the riches or the power ,it can be the modesty of being for example or the absolute ethics like we find in the wisdoms... ,it depends the gift after all.

Oct 7 2013:
never stop with the approximate and never assume. you are not done until all the terms are defined and until you are 100% certain. example: "is there free will?". what is free will? free will means i can choose my actions. what is choice then? choice is when i have two possible options, and i decide which becomes reality and which becomes an imaginary course of events that does not realize. but what is "possible"? how do we know if something is possible without trying? what if the other option looked possible, but wasn't? and so on, you need to pursue the open questions wherever they take you. and never declare victory until everything is dealt with.

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